Customer Enablement & Trainer

Overview

We are seeking a strategic and customer-focused Customer Trainer to design and deliver high-impact learning experiences that drive product adoption internal readiness and long-term customer success.

This role blends hands-on facilitation with program design. You will lead customer training engagements deliver internal product education and build scalable enablement frameworks grounded in adult learning principles. The ideal candidate is both an exceptional doer and a thoughtful architect of customer education strategy.

This position plays a critical role in accelerating time-to-value strengthening retention and supporting revenue growth through paid training offerings.

What You’ll Do

• Lead high-impact customer training engagements during implementation and beyond ensuring rapid time-to-value and sustained product adoption.

• Design and evolve outcome-driven learning programs grounded in adult learning principles creating engaging and effective learning experiences for both customer and internal audiences.

• Deliver interactive live and virtual sessions including paid training packages workshops webinars and internal product education programs.

• Translate complex product functionality into structured learning journeys tailored to different roles use cases and levels of expertise.

• Partner cross-functionally with Implementation Customer Success Product Product Marketing and Revenue teams to align training with adoption retention and revenue goals.

• Analyze feedback adoption metrics and performance data to continuously improve curriculum scalability and enablement effectiveness.

• Contribute to the development of a scalable customer education strategy building frameworks and resources that support long-term growth and internal readiness.

Experience

• 4–7+ years in customer training customer education enablement implementation or customer success

• Experience delivering live virtual and in-person training sessions

• Experience designing curriculum using adult learning principles

• SaaS or technology platform experience preferred

• Understanding of insurance and it's unique distribution channels

• Experience delivering paid training or professional services engagements preferred

Skills & Competencies

• Strong facilitation and presentation skills

• Deep understanding of adult learning theory and instructional design principles

• Ability to translate complex systems into clear outcome-driven learning

• Confident executive-facing communication

• Highly organized with strong ownership mindset

• Data-informed approach to program improvement

• Strong cross-functional collaboration skills

• Must be able to travel up to 15% to customer sites or main headquarters (if remote)

Nice to Have

• Experience with Learning Management Systems (LMS)

• Instructional design experience

• Certification in adult learning or training methodologies

Location Our ideal candidate will live within 25 miles of our office in Denver. Other states we're able to consider candidates in are CA CO CT DC FL GA IL IN KS MA MD MI MO NC NY OR PA TN TX UT VA and WA. (We are not hiring or able to consider candidates in New York metro Seattle metro or the Bay Area)

Total Compensation

The following represents AgentSync’s reasonable estimate of the range of possible compensation for this role.

💰 $150K-$185K base salary

💲 Annual company bonus program

⚖️ Equity in the form of stock options

Health Benefits

🏥 Medical - Cigna plans with 100% employer paid premiums on 2 plan options

🦷 Dental - 100% paid premium plan for you and your dependants

👁️ Vision - 100% paid premium plan for you and your dependants

📔 Employee Assistance Plan

Financial Benefits

🏦 401(k) retirement savings plan

🤒 HSA employer contributions

Other Benefits

🌴 Flexible PTO

📆 12 paid holidays per year

🍼 12 weeks parental leave w/generous return to work stipend

Candidates: AgentSync Recruiting & Talent teams will only communicate with you using @ agentsync.io email addresses. When you receive communication from AgentSync check the email address domain to ensure you're connected with our team (and not a scammer!). We are not able to consider candidates who require a work visa now or in the future.